Electrocyclic Ring Closure of the Enols of Vinyl Quinones. A2H-Chromene Synthesis

作者: Kathlyn A. Parker , Thomas L. Mindt

DOI: 10.1021/OL0167199

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摘要: Thermolysis of enolizable vinyl quinones in polar, aprotic media provides 2H-chromenes. Experimental evidence supports a two-step mechanism which enolization is followed by thermal 6π-electrocyclic reaction an intermediate quinone methide. Application this method led to the total synthesis reputed structure Ageratum juvenile hormone. When are products Stille coupling, chromene annulation product obtained directly.

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